Sodium Hydroxide → HCID 13235948, compound

HRID 2164505Notes

Reaction equation

HRID 2164505 reaction equation
[C:1]([C:5]1[NH:9][N:8]=[C:7]([NH:10][C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[Cl:17]([O-])(=O)=O.[Na+].[OH-].[Na+]>Cl.O>[C:1]([C:5]1[NH:9][N:8]=[C:7]([NH:10][C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[Cl:17])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 516902Sodium ChlorateHCID 10987879Propanamide, N-[5-(1,1-dimethylethyl)-1H-pyrazol-3-yl]-2,2-dimethyl-

Product 1

HCID 13235948HCID 13235948, compoundYield 165.2%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

9 g (0.04 mole) of 5-t-butyl-3-pivaloylaminopyrazole prepared in Example 4 was dissolved in 50 ml of concentrated hydrochloric acid, and 1.8 g of sodium chlorate dissolved in 40 ml of water was gradually added dropwise thereto. After completion of the reaction, the reaction product was neutralized with sodium hydroxide, and the solid thus formed was collected by filtration and dissolved in methanol. To the resulting solution was added water, whereby crystals were precipitated. The crystals were washed with water and dried to obtain 7.2 g of 5-t-butyl-4-chloro-3-pivaloylaminopyrazole. This product was recrystallized from hydrous methanol and found to have a melting point of 156° to 158° C.

Workup

  1. additionwas gradually added dropwise
  2. customAfter completion of the reaction
  3. customthe solid thus formed
  4. filtrationwas collected by filtration
  5. dissolutiondissolved in methanol
  6. additionTo the resulting solution was added water, whereby crystals
  7. customwere precipitated
  8. washThe crystals were washed with water
  9. customdried

Sources & evidence

ORD record
ord-3b026c4c154c4dc2a77cf52ab06fa854
Source dataset
uspto-grants-1985_03
Patent number
US04505739

Reaction notes

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